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  2. Amide reduction - Wikipedia

    en.wikipedia.org/wiki/Amide_reduction

    Some amides can be reduced to aldehydes in the Sonn-Müller method, but most routes to aldehydes involve a well-chosen organometallic reductant. Lithium aluminum hydride reduces an excess of N,N-disubstituted amides to an aldehyde: [citation needed] R(CO)NRR' + LiAlH 4 → RCHO + HNRR' With further reduction the alcohol is obtained.

  3. Schwartz's reagent - Wikipedia

    en.wikipedia.org/wiki/Schwartz's_reagent

    Schwartz's reagent reduces amides to aldehydes. [11] Vinylation of ketones in high yields is a possible use of Schwartz's reagent. [12] Schwartz's reagent has been used in the synthesis of some macrolide antibiotics, [13] [14] (−)-motuporin, [15] and antitumor agents. [16]

  4. Schmidt reaction - Wikipedia

    en.wikipedia.org/wiki/Schmidt_reaction

    These possibilities have been used to account for the fact that, for certain substrates like α-tetralone, the group that migrates can sometimes change, depending on the conditions used, to deliver either of the two possible amides. [8] Two proposed reaction mechanisms for the amide formation from a ketone via Schmidt reaction

  5. Weinreb ketone synthesis - Wikipedia

    en.wikipedia.org/wiki/Weinreb_ketone_synthesis

    Nahm and Weinreb also reported the synthesis of aldehydes by reduction of the amide with an excess of lithium aluminum hydride (see amide reduction). The Weinreb–Nahm ketone synthesis. The major advantage of this method over addition of organometallic reagents to more typical acyl compounds is that it avoids the common problem of over-addition.

  6. Carbonyl reduction - Wikipedia

    en.wikipedia.org/wiki/Carbonyl_reduction

    In organic chemistry, carbonyl reduction is the conversion of any carbonyl group, usually to an alcohol. It is a common transformation that is practiced in many ways. [1] Ketones, aldehydes, carboxylic acids, esters, amides, and acid halides - some of the most pervasive functional groups, -comprise carbonyl compounds.

  7. Amide - Wikipedia

    en.wikipedia.org/wiki/Amide

    The core −C(=O)−(N) of amides is called the amide group (specifically, carboxamide group). In the usual nomenclature, one adds the term "amide" to the stem of the parent acid's name. For instance, the amide derived from acetic acid is named acetamide (CH 3 CONH 2). IUPAC recommends ethanamide, but this and related formal names are rarely ...

  8. Acyl group - Wikipedia

    en.wikipedia.org/wiki/Acyl_group

    A general acyl group (blue) in a ketone (top left), as an acylium cation (top centre), as an acyl radical (top right), an aldehyde (bottom left), ester (bottom centre) or amide (bottom right). ( R 1 , R 2 and R 3 stands for organyl substituent or hydrogen in the case of R 1 )

  9. Hofmann rearrangement - Wikipedia

    en.wikipedia.org/wiki/Hofmann_rearrangement

    The Hofmann rearrangement (Hofmann degradation) is the organic reaction of a primary amide to a primary amine with one less carbon atom. [1] [2] [3] The reaction involves oxidation of the nitrogen followed by rearrangement of the carbonyl and nitrogen to give an isocyanate intermediate.